Tetrahydrofuran derivatives

Abstract

Novel tetrahydrofuran derivatives of the formula ##EQU1## wherein R is a branched or linear alkyl of 1 to 10 carbon atoms and R 1 is alkyl of 1 to 5 carbon atoms and X is selected from the group consisting of chlorine, bromine, --OH and alkylcarbonyloxy of 2 to 5 carbon atoms useful as insecticides and their preparation.

We claim: 
     
       1. A tetrahydrofuran of the formula ##EQU5## wherein R is a branched or linear alkyl of 1 to 10 carbon atoms and R 1  is alkyl of 1 to 5 carbon atoms and X is selected from the group consisting of chlorine, bromine, --OH and alkylcarbonyloxy of 2 to 5 carbon atoms. 
     
     
       2. A compound of claim 1 wherein R is linear alkyl of 2 to 8 carbon atoms, R 1  is linear alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of chlorine, --OH and acetoxy. 
     
     
       3. A compound of claim 1 which is 2-(3'-hydroxy-1'-octenyl)-5-(ethoxycarbonylmethine)-tetrahydrofuran. 
     
     
       4. A compound of claim 1 which is 2-(3'-hydroxy-1'-pentenyl)-5-(ethoxycarbonylmethine)-tetrahydrofuran. 
     
     
       5. A compound of claim 1 which is 2-(3'-hydroxy-1'-undecenyl)-5-(ethoxycarbonylmethine)-tetrahydrofuran. 
     
     
       6. A compound of claim 1 which is 2-(3'-chloro-1'-octenyl)-5-(ethoxycarbonylmethine)-tetrahydrofuran. 
     
     
       7. A compound of claim 1 which is 2-(3'-acetoxy-1'-octenyl)-5-(ethoxycarbonylmethine)-tetrahydrofuran. 
     
     
       8. An insecticidal composition comprising an insecticidally effective amount of at least one compound of claim 1 and a carrier. 
     
     
       9. The composition of claim 8 wherein R is linear alkyl of 2 to 8 carbon atoms, R 1  is linear alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of chlorine, --OH and acetoxy. 
     
     
       10. A method of killing insects comprising applying to insects an insecticidally effective amount of at least one compound of claim 1. 
     
     
       11. The method of claim 10 wherein R is linear alkyl of 2 to 8 carbon atoms, R 1  is linear alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of chlorine, --OH and acetoxy.